反应详情

温度

60 °C

(R)-4-Amino-5-biphenyl-4-yl-2,2-dimethyl-pentanoic acid ethyl ester (72.1 mg, 221 μmol, 1.0 eq.) was combined with dry butyl alcohol (5 mL) and 4N HCl in dioxane (1 mL) and stirred at 60° C. overnight. The solvent where evaporated and azeotroped with toluene. To this was added a mixture of 3-Hydroxyisoxazole-5-carboxylic acid (28.6 mg, 221 μmol, 1.0 eq.), EDCI (39.2 μL, 1.0 eq.) and HOBt (29.9 mg, 221 μmol, 1.0 eq.) that had been combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. The resulting mixture was stirred for 30 minutes. The reaction was quenched with AcOH and the product was purified by preparative HPLC and lyophilized to yield the title compound (40 mg, 95% purity). MS m/z [M+H]+ calc'd for C27H32N2O5, 465.23; found 465.4.

1. customThe solvent where evaporated
2. customazeotroped with toluene
3. additionTo this was added
4. stirringstirred for 5 minutes at room temperature
5. stirringThe resulting mixture was stirred for 30 minutes
6. customThe reaction was quenched with AcOH
7. customthe product was purified by preparative HPLC